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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197443Generated: November 1, 2026

Acetic Acid → HCID 18953464, compound

https://huagongshe.com/reaction/1197443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium hydrideHCID 24758—
ReactantN'-HydroxycyclopropanecarboximidamideHCID 2794666—
ReactantHCID 18953495HCID 18953495—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 18953464HCID 1895346482.4%

Reaction Steps

A mixture of ethyl 5-morpholino-imidazo[1,5-a]quinazoline-3-carboxylate (2.5 g, 7.7 mmol), cyclopropanecarboxamide oxime (3.8 g), crushed 4 Å molecular sieves (7.5 g), and sodium hydride (0.3 g, 60% in mineral oil, 7.7 mmol) in 50 ml of dry DMF was stirred at room temperature for 1 h. Glacial acetic acid (2 ml) and dichloromethane (75 ml) was added, and the mixture was filtered through celite. The filtrate was evaporated and the residue was triturated with water (100 ml). Pale yellow crystals precipitated and was collected by filtration and dried to give 2.3 g of the title compound, m.p. 189°-191° C. A pure product was obtained by recrystallization from CH2Cl2 /ethyl acetate; yield 1.9 g (69%), m.p. 197°-198° C. (Compound 19).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05276028
Source datasetuspto-grants-1994_01
ORD IDord-ceb7c86fe41b4b60b543b02f68d15bea
Source noteuspto-grants-1994_01